Things to Do in St. Thomas and St. John in 2020

A guide to everything imaginable to see and do in St. Thomas and St. John, Virgin Islands.

There are a few alternatives to lying on a beach with a frozen drink.  So, in no particular order here they are…

1. Go Scuba Diving

The Virgin Islands have a variety of sites for all levels of divers and is a great place to get certified. The Virgin Islands waters are full of wrecks, reefs and sea life. Shark, eel, ray and every fish imaginable are found in Virgin Island waters.

St. Thomas

Red Hook Dive Shop
Adventure Suba
Coki Dive Center
St. Thomas Diving Club
JJ Divers

St. John

Low Key Water Sports
Busy Bee Diving

2. Charter a boat

There might not be a better way to see and enjoy all the islands have to offer. If you bring your passport you can travel to the British Virgin Islands.

Seas The Day Charters

CrewZen VI Charters

Nate’s Custom Charters

Cruz Bay Watersports

Sonic Charters

Local Legend

3. Take Sailing Lessons

There might not be a better way to see and enjoy all the islands have to offer. If you are an experienced sailor or yachtsman, a bare boat is an option. Or hire a captain and crew and leave the driving/sailing to someone else. If you bring your passport you can travel to the British Virgin Islands.

Learn a skill that will last you a lifetime.

St. Thomas Sailing Center

Virgin Island Sailing School

4. Experience an Island Safari by 4-Wheel Drive Jeep

See all the beauty of the interior of St. Thomas or St. John and go to places and beaches that tourists seldom see.

Island Buddy

St. Thomas Adventures

5. Rock Climbing

Going along with my fear of non-alcoholic frozen drinks, I also have a fear of heights.  So I will never be able to offer first-hand experience of this activity.

But if you are into this sort of thing, should be fun!

St. Thomas Adventure Tours

6. Surfing

St. Thomas has some seasonal surfing that will satiate your need to get up on your board (the British Virgin Islands is the better island for finding some excellent waves). Check out Hull Bay or take a boat to Botany Bay. The best time for good surf are the winter months.
St. John also has some spots with smaller waves for the beginner. 

Surfer Gary 

7. Go Horseback Riding

There are two facilities available in Virgin Islands, one on St. Thomas and one on St. John. Ride beautiful horses and see beautiful trails.

St. Thomas
Golden Age Ranch

St. John
The Carolina Corral

8. Take a Helicopter Sightseeing Tour or Helicopter Flying Lesson

Go for a flight-seeing tour or take an introductory flying lesson in a helicopter.  I’ve been fortunate enough to fly a few times with Caribbean Buzz.  It is spectacular!

Caribbean Buzz

9. Go Fly Fishing for the elusive Bone Fish

While most anglers come to the Virgin Islands for world-class deep sea fishing, fly fishing for bonefish in the flats in St. John is a fisherman’s dream.

Arawak Expeditions

10. Food & Rum Walking Tour (St. Thomas and St. John)

Go back in time 300 years to the times of pirates, privateers and explorers on this delicious and entertaining walking tour in historic Charlotte Amalie.

Flavors of St. Thomas

On St. John it’s all about the island life – eating and drinking at fun, seaside restaurants in a beach town.

Love City Food Tours

11. Deep-Sea Fishing

Deep-sea fishing on the North and South Drop is a very popular recreational activity for visitors to the Virgin Islands. Game fish include marlin, yellowfin tuna, sailfish, swordfish, mahi mahi and barracuda.

Ocean Surfari

Double Header

Mixed Bag Offshore Adventures

Fish Whistle Charters

12. Snorkel with the Turtles

Enjoy snorkeling in crystal clear waters and dive down below the ocean’s surface and swim with the turtles.

Heavenly Days

13. Take a Kayak Tour

Take a guided group tour or rent a kayak and explore on your own.

Arawak Expeditions

VI Ecotours

14. Try Spear Fishing

Where fishing meets hunting. All gear provided.

Swashbucklin Tours

15. Kite Surfing 

Unchrtd (their spelling) is just flat out cool.  I’ve seen them flying through the waves and get it in my head that I’m going to try it someday.  Someday soon come.

Unchrtd

16. Hike the Trails of The National Forest in St. John

No guide necessary for these trails. Grab a map from a park ranger’s office and hike one of dozens of trails to see old ruins, petro glyphs and breathtaking views.

St. John Hiking Trails

17. Visit The Pirates Museum

Pirates Treasure a Shipwreck Museum

18. Visit Annaberg Plantation on St. John

The Virgin Islands National Park Service has prepared a self-guided tour of the historic Annaberg Sugar Mill Ruins. The walk through this partially restored old sugar factory provides a great deal of insight into the history and culture of St. John during the plantation and post-emancipation eras.

National Park Service web site
www.nps.gov

19. Discover the Stars of the Caribbean

Not regularly opened to the public, The Etelman Observatory is on Crown Mountain in St. Thomas.  It doesn’t host regular hours, but they hold events throughout the years.

The Etelman Observatory

20. Visit One of the Oldest Jewish Synagogues in America

Everything in the historic St. Thomas Synagogue building is original, dating back to 1833. This beautiful synagogue is an architectural and historical gem in the middle of the Caribbean.  They offer open visitor hours.

  St. Thomas Syngogue

21. Flyboarding Experience

Basically it’s like a jet pack above the water.  Fly like Ironman.

St. Thomas Flyboarding

22. Discover Botanical Gardens

Villa Botanica (aka Plantation Crown and Hawk)

Phantasea Tropical Garden

23. Self-Guided Historic Tour of Charlotte Amalie

Grab one of the definitive historical reference guides for identifying old Charlotte Amalie.  Then, start walking the streets of downtown – where pirates, dignitaries, slaves, and saucy ladies once roamed.  

“The Danish West Indies in Black and White”

24. A Day Trip to Tortola (Passport Required)

Climb aboard a ferry for a pleasurable 30-40 minute ride and arrive in Tortola (cost is about $60 roundtrip). Enjoy incredible beaches, amazing dive sites, swimming with dolphins (see #28), big waves, hiking, museums and more…all with a British twist.

Smith’s Ferry 

Inter Island Boat Service 

Native Son

25. Swim with the Dolphins

Dolphin Swim at Coral World

26. Skydiving

Imagine the views high above the islands.  Imagine staring down at them while aboard a small plane, right before jumping out of the plane!  For beginners or experienced divers, check it out!

Skydive St. Thomas

27. Gawk at the Megayachts and Go Shopping at Yacht Haven Grande

Head to Yacht Haven Grande for lunch or dinner and be within spitting distance of yachts that are worth more than the economies of small countries.

28. Bourdeux Farmer’s Market

A small Rastafarian community on the west end of St. Thomas has fresh produce, juices, honey and handmade crafts and foodstuffs. On the last Sunday of every month.  This is off the beaten path and a cool slice of island life hard to find anywhere else.

29. Explore the West End of St. Thomas

If you are already heading out to the Bourdeux Market, might as well explore the wild west.  Get on a main road and head west, and don’t worry it’s nearly impossible to get lost. The west end is sparsely populated and has little in the way of attractions or accommodations but it does have views of Puerto Rico, Culebra and Vieques. If you have 4WD don’t be shy about exploring some of the back roads. You may happen upon a secret beach or rarely-discovered, breathtaking views.

30. Bushwacker Tour

This is not an official tour.  I made this up.  It’s more of a quest.  The Bushwacker is the unofficial drink of the Virgin Islands. Spend a day barhopping and beachhopping tasting bushwackers to see who makes the best. Your body will love/hate you for it.  But I definitely need to hear from you on which bar had your favorite.

Here are some suggested spots:

-the beach bar at Magens Bay (St. Thomas)

-Paradise Point (St. Thomas)

-Sapphire Beach bar (St. Thomas)

-Maho Crossroads (St. John)

-Skinny Legs (St. John)

31. Find a Secret Beach or two

Everyone knows about Magens, Lindquist, Lindbergh, Hull, Vessup and Secret Harbor. But there are at least a dozen beaches that you will be hard pressed to find in a guide book. Pristine beaches where you might not see another soul all day. The only way to find them is ask a local or start exploring!  

Some of the beaches are only accessible by the water via kayak, paddleboard or boat.  

32. The Baths of Virgin Gorda (Passport Required)

The British Virgin Island of Virgin Gorda has possibly one of the most beautiful and memorable sites in the Caribbean. The Baths. You can grab one of the ferry’s mentioned in #27 or you can take a charter to see the Baths and the Caves at Norman Island.

Cruz Bay Watersports

33. Visit Drake’s Seat

A lookout point where you will see beautiful panoramic views of the Ocean and British Virgin Islands. Pack a few drinks, go to the top of Mafolie Hill and then turn left and go about 1,000 feet. Enjoy.

34. Get an Island Tattoo

Think old sailor tattoo or find your inspiration in a Jimmy Buffett song. But go with something nautical and escapist.  Leave island with a permanent reminder of your time in paradise.  (That hangover will eventually go away.)

Compass Rose Tattoo

Jimmy Buffham’s

35. Taste an Island Mango

The island is full of mango trees. The mango season is a bit scattered as different breeds fruit at different times.  If you see a tree hanging into the street, don’t be shy about grabbing a couple. It may take a few days to ripen (place it in a brown paper bag) but peel the skin and grab a paper towel because our mangos are juicy!

36.  Enjoy “Roti” Cooked Virgin Islands Style

A true local dish, potatoes, curry, with a filling of your choosing-shrimp, conch, chicken, vegetables, etc.

Our favorite?  Ideal Roti in town. Or just ask a local where to get their favorite.

 

37. Go Hunting For Caribbean Lobster (or just go buy some) (St. Thomas)

Many will argue that the Caribbean Lobster is more flavorful and delicious than Maine lobster. There are a few ways to get your hands on some: 1.) pick up some live lobster at Food Center (near Red Hook), 2.) if you scuba dive, see if your dive boat will take you lobster hunting, or 3.) book a lobster hunting tour with Swashbucklin Tours.

(See the top of this post for a list of dive shops.)

Swashbucklin Tours

38. Go on a Sunset Sail (St. Thomas and St. John)

Caribbean sunsets are best seen while on the deck of a boat floating in the Caribbean Sea. Most of the cruises have dinner and/or hor d’oeuvres.

The VI Cat

Fury Charters

Morningstar Charters

39. Take a Day Trip to Jost Van Dyke (Passport Required)

One of the most picture perfect beaches and bars await you at White Bay at Jost Van Dyke. The Soggy Dollar serves up excellent local food (read fried, greasy and delicious) and the infamous Pain Killer cocktail. The water and sand is pristine and perfect for a day of indulgent beach bumming.

Dolphin Water Taxi

Island Spirit

Stormy Pirates

40. Play Video Poker or Blackjack (St. Thomas)

Located in Havensight at Port of Sale Mall.

Winner’s Circle


41. Bar Hopping in Red Hook (St. Thomas)

If you want to sing karaoke, go dancing or just enjoy dinner and/or a drink you have a dozen options in a 500 foot stretch of road. A few are listed below.

Outriggers
XO
Caribbean Saloon
ITP
Duffy’s
Tap and Still
Bernie’s


42. Bar Hopping in Havensight (St. Thomas)

Not quite as lively, Havensight is still another nightlife Mecca in St. Thomas.

Doghouse Pub
Smoking Rooster
Rum Hut
Tap & Still
Winner’s Circle

43. Bar Hopping in Cruz Bay (St. John)

Not to be outdone, Cruz Bay on Sst. John boasts many stumble worthy drinking holes.

High Tide
The Beach Bar
St. John Brewers
Woody’s 
Longboards
Cruz Bay Landing

44. Take an Island Tour on a Safari Taxi (our local public transportation) (St. Thomas and St. John)

If you want the true local experience, take an island ride on a safari. A safari is an open air converted truck bed with benches-you will see them constantly. They travel the main roads and have no set schedule but do not run after dark. When you see one coming just stick your arm out. The safaris run a loop from town towards the east end of the island. Cost? $2 per person for most trips.

Bring a small cooler and enjoy a beer or hard seltzer while touring the island.

45. Island Hop to St. Croix

The deranged sister island to St. Thomas and St. John is St. Croix.  About 40 some miles south of St. Thomas, jump on a sea plane from the harbor and spend the day on this under appreciated island.

A couple unique activities to the island:

-Golfing
-Rum distillery tour

Seaborne Airlines

46. Swim with Sea Lions, Sharks or Turtles (St. Thomas)

Coral World Ocean Park on St. Thomas is a pleasant little aquarium and nature park. An underwater observatory and interactive exhibits make this a family favorite. Make sure you take advantage of the change to swim with the sharks or turtles.

Coral World Ocean Park

47. Hike to Mermaid’s Chair (St. Thomas)

The Preserve at Botany Bay is a sparsely-populated, gated community.  You can park at the entrance and walk on paved roads down to an amazing little secluded beach.  Sandy Bay is also nearby and worth a look.

48. Taste Cruzan Rum with the Flavors of Virgin Islands (St. Thomas and St. John)

Not difficult to do, but try all the flavors while you’re here. One of the easiest ways is to order a Cruzan Confusion drink which has many of the flavors. Mango, Pineapple, Strawberry, Banana, Coconut…yum!

And quite frankly, seeing as Cruzan is born here in the Virgin Islands, ordering any rum other than Cruzan is a crime.

49. Escape to Water Island 

Possibly the least well-known of the inhabited Virgin Islands, Water Island floats just off the shores of St. Thomas.

The main attraction is Honeymoon Beach.  There are 2 beach bars/restaurants on the beach. 

There is a small ferry boat that runs from the dock next to Tickles Restaurant to Water Island. When you land on Water Island follow the road as it turns to the right and runs into the beach.  $10 round trip for adults and $5 for kids.

Water Island Ferry Schedule

 

50. Taste Some Local Cuisine

Conch and rice with a side of fried plantains is about as good as it gets. For authentic local food, get away from the resorts and find a local spot. Try these:

Brooks Bar (St. Thomas)

Petite Pump Room (St. Thomas)

Victor’s Hide Out (St. Thomas)

Miss Lucy’s (St. John)

Or, ask a taxi driver to take you to his or her favorite food truck.

51. Get Engaged, Married or Renew your Vows (St. Thomas and St. John)

For couples wishing to renew their vows, get married or planning the perfect engagement – your ceremony can be as romantic as you desire.  A quiet morning wedding on a beach, a sunset cruise or a picturesque luxury villa.  For all the possibilities click below.

Blue Sky Ceremony

St Thomas Wedding Officiant.com

 

52. Take a Walk on the Waterfront at Dusk (St. Thomas)

Park at Yacht Haven Grande and walk along the waterfront in downtown Charlotte Amalie. Turn around when you get to the sea plane. The water and lights are beautiful and picturesque.

 

53. Tour a Brewery and Drink Virgin Islands Beer (St. Thomas and St. John)

St. John’s own brewery brews up several delicious beers that capture the flavors of the islands. Grab a 12-pack and find a shady spot.

French Town Brewing

St. John Brewers

54. Night Fishing

Grab a fishing rod, tackle and bait from Neptune Fishing Supply on St. Thomas.  Do some shore fishing at Sapphire Beach or along the waterfront in Charlotte Amalie.

On St. John you’ll need to get a permit with the National Park – Permit Information Link.

55. Go Bird Watching (St. Thomas and St. John)

While hiking in St. John or sitting on a beach, bring a guidebook and keep track of all the unique Caribbean birds.

A Guide to the Birds of Puerto Rico and the Virgin Islands

Birds of the West Indies

56. Fish and Coral Watching (St. Thomas and St. John)

While Snorkeling or Scuba Diving bring a guide so you can identify all of the tropical fish and coral heads.

Coral Reef Fish

57. Go Running or Walking at Magens (St. Thomas)

Run/walk the beach, the road or the trail at Magens Beach. Get your exercise all while enjoying the beauty of one of the world’s most desired beaches. If you run on the beach one length is approximately .75 miles.  If you run on the beach road adjacent to the beach, one length is approximately .60 miles.

There are very few flat, safe stretches on island to run.  Magens is flat, beautiful and safe.

57a. Run 8 Tuff Miles (St. John)

St. John is a tough place to run – hilly and tight running conditions on dangerous roads.  But once a year St. John hosts a phenomenal event called “8 Tuff Miles”.  The race happens towards the end of February.  This is more than a race, it’s a bucket list event for many runners.

8 Tuff Miles

58. Ride the Zipline (St. Thomas)

Cruise through the treetops from some of the highest points on the island for views above Magen’s Bay and down to the British Virgin Islands. Enjoy approximately 2 hours of this exhilarating tour.

Tree Limin’ Extreme

59. Beach BBQ (St. Thomas and St. John)

If you are coming with a group, plan a beach BBQ at Magens or Lindquist Beach on St. Thomas.  You can bring your own food and grill yourself.  Or, do what I recommend, call Smoking Rooster and have them bring the food. 

For St. John, reach out to Passion Fruit Chefs for a pig roast or BBQ.

Spend the day getting sunburned and hammered while someone else does the cooking.

60. Go Night Kayaking (St. Thomas)

A clear bottom boat with LED lights illuminates the night waters revealing fish, rays and turtles.  An enjoyable and leisurely tour. Tour begins at the Marriott Frenchman’s Reef Hotel.

Night Kayak

61. A Night Snorkeling Tour (St. Thomas)

A powerful underwater flashlight pierces the dark waters and all manner of fish and sea life reveals itself. There is nothing as exhilarating as a night snorkel tour.

St. Thomas Adventures

62. Charter a Fully Provisioned and Crewed Luxury Sail or Power Yacht 

Daily boat charters are a dime a dozen.

Instead, spend days or weeks cruising the Caribbean in a fully stocked and crewed boat as the ultimate Caribbean experience! And it is far more affordable than would think considering that everything is included! Pick from a yacht or catamaran.

Charter House

63. Skinny dip anyone? (St. Thomas and St. John)

Ok, let’s be clear, nudity is forbidden on all beaches in the Virgin Islands.

That being said, I’ve heard rumors of a few beaches that draw free spirits to their shores.

Option #1 Go to the far right side of Magens Bay Beach. Enter the water and stay along the shore line the water stays about shoulder high. First you will happen upon Little Magens (clothing optional!) and if you continue you will find another tiny stretch of idealic sand called Platform Beach.

Option #2 Salomon Beach in St. John

Again, it is technically prohibited to be naked in public and all beaches in the VI are public.

But let’s be real, if you find yourself alone on an empty beach, any beach, tell me you aren’t going to strip down and cannon ball!

64. Take a Jet Ski Tour (St. Thomas)

Cruise on a guided Jet Ski tour through Charlotte Amalie Harbor and around Hassel and Water Islands. Whether there are only 2 of you or a group of six see parts of St. Thomas few get to see.

Wicked Water Sports

Coastal Water Sports

65. Go Parasailing (St. Thomas and St. John)

You will experience a mixture of beautiful scenery, crystal clear waters, warm sea spray and exhilarating flight on this ride high above St. Thomas. Ride one at a time or in tandem.

Parasail Virgin Islands

66. Rent a Kayak or Paddleboard (St. Thomas and St. John)

Explore the many bays and harbors on a rented kayak or paddleboard. Rent for the day or for a few days to really explore all the islands have to offer

St. Thomas

West Indies Windsurfing on Vessup Beach

St. John

SUP-St. John

Crabby’s

Also find hourly/daily rentals at:

Sapphire Beach (St. Thomas)

Magens Bay (St. Thomas)

Maho Bay (St. John)

Honeymoon Beach (St. John)


67. Discover Hassel Island

Rent a kayak, pack a picnic and lots of water, head to Frenchtown and disembark from shore. Cross a short stretch of water and arrive in the sparsely populated Hassel Island. Old ruins, beautiful hiking trails and incredible views. There are no accommodations or facilities of any kind on Hassel Island so be sure to come prepared.

68. Get a Massage/Spa Treatment (St. Thomas and St. John)

Admittedly I’ve never had a professional massage before.  Although, my physical therapist massaged my leg once, not sure if that qualifies.

But Prana and Sugar and Spice offer the full spa experience for that all-over body massage.

Prana Spa (St. Thomas)
Sugar and Spice (St. John)

69. Visit Mountaintop (St. Thomas)

A tourist trap to be sure, but it is worth the trip. High above Magens Bay is Mountaintop. A large and fun-filled souvenir shop along with a bar serving up Banana Daiquiris compliment the never ending views of St. Thomas, St. John and the British Virgin Islands. Mountaintop is relatively easy to find with a tourist map or directions from just about any local.

Mountaintop

70. Go Back in Time at Blackbeard’s Castle (St. Thomas)

In their own words, “With pirate hideouts, historic manor houses, botanical gardens, archaeological sites, sparkling pools, waterfalls, museums, bars, shops and much more, this national historic landmark is the Caribbean’s premier historical site.”

71. Scenic Overlooks

There are a few well mapped and travelled lookouts. The most famous are Drake’s Seat on St. Thomas and Trunk Bay overlook on St. John. The views are spectacular. But there are other lookouts that you won’t find on a tour map. And others aren’t even official lookouts. So as you tour St. Thomas or St. John keep an eye out for spots along the road that offer new and wonderful views of this paradise.

72. Paradise Point and Skyride (St. Thomas)

A ski lift but thankfully no snow. Catch the Skyride up to Paradise Point for the best vantage point to look at the harbor and cruise ship docks. Paradise Point has a bar, live music and great souvenir shopping.

Skyride


73. Guided Hike and Boat Ride on Reef Bay Trail (St. John)

Walk a rocky, but mostly downhill trail, to sugar mill ruins and a secluded bay.  Book through the National Park and get transportation (taxi) to and from (boat ride) the trail.

Also, there are petroglyphs from Native Island Indians dating back hundreds of years.

National Park Service

74. Underwater Photo Session (St. Thomas or St. John)

Ok, probably not your first thought.  In fact, if my wife suggested this to me I would protest strongly…that is until I got to be a part of one.  It’s probably the coolest photo shoot you’ll ever be on.  

So surprise your wife, girlfriend or significant other.  This is a once in a life time excursion and sure to be something you’ll never forget.

Mango Works Photography

75. Walk Among the Ruins of Annaberg (St. John)

Well preserved ruins dating back hundreds of years to the good old days…if you were a white land owner.  

But really cool ruins and incredible views of the British Virgin Islands.

76. Take a Tour of Fort Christian (St. Thomas)

The oldest building on the island is a massive old fort.  Hard to miss right on the waterfront in downtown Charlotte Amalie.

Hours are not regular so call ahead before showing up.

Fort Christian

77. 99 Steps (St. Thomas)

More of an exercise than a site.  I’ve burned my buns many times climbing these.  I’ve never counted but somewhere I’ve read there are actually just over 100 steps. 

I would do this along with a visit to Fort Christian which is a 2-3 minute walk away.

78. Virgin Islands Children’s Museum (St. Thomas)

Whenever my wife and I travel we always find a children’s museum.  It’s just our thing.

So if that’s your thing, you can check out ours.  It’s not earth shattering but it will keep your young kids entertained.  They have a really cool cruise ship/water/dam activity.  

It’s right down from the Pirate’s Museum, so kinda convenient.

Children’s Museum

79. Lagoon Tour or Explore on your Own (St. Thomas)

Vi Ecotours offers kayak and snorkeling tours of the lagoon.  Calm, serene, and protected, teeming with fish, birds and fauna.

No need to go with the tour if you prefer to bring a kayak and go solo – there is a small “boat launch”.

VI Ecotours

80. Pizza Pi (St. Thomas and St. John)

C’mon.  Seriously.  This has to be a dream. 

You are floating on a boat or inner tube in the Caribbean Sea when a dinghy rides up to you and serves you hot, fresh pizza.  Good pizza.  And shots.  I don’t know if there are many things more surreal and special.  An experience to remember.  

Pizza, glorious pizza

81. Lime Out (St. John)

Ok, fine, pizza on a boat is pretty fantastic.  What could be more fantastic?

How about sitting in the water at a floating restaurant while eating tacos.  

Yup.  Your taco fantasies have come true.

Lime Out

82. Shopping at Mongoose Junction (St. John)

A few restaurants and deli are within this compound a short walk from downtown Cruz Bay.  Before or after you eat, wander the beautiful stone paths and stairs.  

Eclectic, unique and fun shops with everything from jewelry, dolls, clothes to paintings.  Hard not to walk out of here with some goods.

83. Go to Church

St. Thomas and St. John are filled with places of worship.  Moravians, Lutherans, 7th-Day Adventists, and just about every denomination is well represented.

Too many folks come on vacation and skip their usual Saturday or Sunday worship.  But no need to!

If you are in St. Thomas and Catholic check out – St. Peter and Paul

Welcoming to visitors on St. Thomas – St. Thomas Reformed Church

Freshwater Water Church on St. John is also welcoming to visitors and holds services on a beach! – Freshwater Church

84. Ram Head Trail (St. John)

The prettiest trail on St. John.  Can’t think of better views on the island.  I would classify it as an easy hike.  But because of its location, you won’t encounter a lot of people.  

The trail begins at a perfect beach and stops on top of the world. 
 

85. Feed the Tarpon (St. Thomas)

I am a fisherman.  And while most folks come down to the islands to go for deep sea fishing, shore fishing for tarpon is my favorite. 

Get to see these monsters up close while making them fatter and bigger for my fishing line! (These are not table fare, but great for sport.)

Ocean Surfari


86. Pistarckle Theater (St. Thomas)

Not everything has to be about rum and beaches.  A little high brow culture never hurt.

Local theater is fun no matter where in the world you are…but adding rum (they serve alcohol at the events and there is also a bar just outside the theater) makes the acting Oscar-winning.

87. Carnival Night (St. Thomas and St. John)

While you’re on island you should check all of the resorts to find out what night they are having a Carnival night.  Basically it is a night of island music, dancing and performers.  

Several resorts host a Carnival Night on different nights.  Try Marriott, Bolongo, The Westin and The Ritz.

88. Carnival – St. Thomas

This is the real deal.  Once a year, for a few weeks, the islands party just a bit harder.

Parades, live concerts, food, rides…a true taste of island culture.

The festivities typically begin in the first week of April and culminate in a week of insanity of the end off April and sometimes into early May.  Each year they publish a detailed calendar of events.

89. Carnival – St. John

Ditto for St. John.

Maybe not as big, but no less fun, St. John holds its Carnival in June and ends on or around July 4th.

90. Go Bowling (St. Thomas)

In Havensight near the cruise ship docks you’ll find Chicken ‘n Bowling.  6 bowling lanes, pool tables, video games, and chicken.

Oh yeah.

Chicken ‘n Bowling

91. Drink Coffee (St. Thomas)

Might not sound earth shattering.  But we have our own coffee roaster here on island.  And they have a coffee shop.  

Next door to Chicken ‘n Bowling is Virgin Island Coffee Roasters.  Grab some joe for the morning after a rum-drenched night.

Virgin Island Coffee Roasters

92. Peace Hill & Denis Bay

Hike a hundred feet down a trail.  Take the trail straight/to the left and head up to some sugar mill ruins and views of Hawksnest and Gibney Beach along with the British Virgin Islands.  The hike takes all of 2 minutes.

Take the trail to the right for about 10 minutes and end up at a nearly deserted beach – Denis Bay.  Not a lot of shade but lovely sand and having it to yourself is worth the treck. 

93. Rock City Brewing

2 brothers (meaning siblings) started this brewery.  Check them out in Havensight and drink beer.

Rock City Brewing 

94. Go Shopping on Main Street

You know, if you want jewelry or watches, this is the place.  Pretty much 90% of the stores sell shiny stuff.  I guess browsing can be fun.  And after being exhausted ‘negotiating’ with the store staff, find a bar or cafe to get hammered.  

Try:

Sidestreet Pub
Greengos
Green House
Virgilio’s
Glady’s

95. Cooking Classes (St. Thomas and Water Island)

I have it on good authority this is a ton of fun.  And why not learn to cook some local cuisine while in the islands.

Island Culinary

4 Elements

96. Go Camping (St. John)

Cinnamon Bay allows camping.  Pitch your tent just steps from one of the best beaches in the Caribbean.  I hear Kenny Chesney camps in the area…in his multi-million dollar, island mansion.

97. Become a Mermaid (St. Thomas)

My daughters still talk about the time real life mermaids appeared at one of their friend’s birthday party at Magens Bay.

An unforgettable experience for the little ones, boys and girls alike.

Mermaid Swim VI

98. Snuba Tours (St. Thomas and St. John)

I’ve never done this.  But for folks that are new to underwater activities, this is a fantastic introduction.

Virgin Islands Snuba

99. Private Island Tour (St. Thomas and St. John)

The big safari taxis that transport groups of up to 25 people can be hired out for private island tours. 

100. Beach or Paddle Board Yoga (St. Thomas and St. John)

I’ve tried to avoid staring at the stretchy pants doing unnatural poses and stretches on my morning runs.  But dang they are impressive.

Even more impressive is watching them do yoga while floating on a paddle board.

SUP Yoga VI

101. My Favorite Thing to Do in the World

String a hammock between 2 palm trees or grab a beach chair .  Grab a book, load up a cooler with beer and ice.  Head to a beach (you might see me at Magens, please don’t disturb if I’m napping) and find your perfect spot.

And love every second of this island life.