Top Caribbean Luxury & Special Occasions

Q: Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Caribbean Luxury & Special Occasions with Instant Confirmation include: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Luxury & Special Occasions have Hotel Pickup?

No problem. These Caribbean Luxury & Special Occasions include Hotel Pickup: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Dominica Waterfalls and Hot Springs Full Day Tour

Explore the stunning natural wonders of Dominica on a full-day tour through volcanic highlands and lush rainforests. Begin your adventure at Freshwater Lake, the largest …More

5.0 (33)

Dominica Waterfalls and Hot Springs Full Day Tour

Explore the stunning natural wonders of Dominica on a full-day tour through volcanic highlands and lush rainforests. Begin your adventure at Freshwater Lake, the largest...

5 hours Free Cancellation

5.0 (33)

from
$120

Rising Son Catamaran Adventure in Bermuda

Spend an afternoon on the water during this Bermuda catamaran and snorkeling cruise. The catamaran will raise her sails and cruise throughout the Great Sound, …More

4.9 (824)

Rising Son Catamaran Adventure in Bermuda

Spend an afternoon on the water during this Bermuda catamaran and snorkeling cruise. The catamaran will raise her sails and cruise throughout the Great Sound,...

3 hours Free Cancellation

4.9 (824)

from
$111

Icacos Beach Day Package with Water Taxi Transport from Fajardo

At East Coast Water Taxi we offer boat trips to Icacos Island, to what we like to call our Beach Day Package! In this package …More

Fajardo, Puerto Rico

5.0 (622)

Icacos Beach Day Package with Water Taxi Transport from Fajardo

At East Coast Water Taxi we offer boat trips to Icacos Island, to what we like to call our Beach Day Package! In this package...

5 hours Free Cancellation

5.0 (622)

from
$100

Bio Bay Night Kayaking | Laguna Grande, Fajardo 6pm

Weight limit is 240 lbs. per person. Pregnant women are not allowed to participate in the kayaking tour. Bring a little excitement to your vacation …More

Fajardo, Puerto Rico

4.4 (110)

Bio Bay Night Kayaking | Laguna Grande, Fajardo 6pm

Weight limit is 240 lbs. per person. Pregnant women are not allowed to participate in the kayaking tour. Bring a little excitement to your vacation...

1 hour 30 minutes Free Cancellation

4.4 (110)

from
$79

Visite guidée en français en bateau : Mangrove, ilets, snorkeling

Au départ de Sainte-Rose, embarquez pour 4 h 30 de découverte du Grand Cul-de-Sac marin avec un guide francophone. Cette excursion en petit groupe accueille …More

Basse-Terre Island, Guadeloupe

5.0 (968)

Visite guidée en français en bateau : Mangrove, ilets, snorkeling

Au départ de Sainte-Rose, embarquez pour 4 h 30 de découverte du Grand Cul-de-Sac marin avec un guide francophone. Cette excursion en petit groupe accueille...

4 hours 30 minutes Free Cancellation

5.0 (968)

from
$56

Bermuda Cruise Shore Excursion: Full Island Tour from Dockyard

THE ULTIMATE BERMUDA SHORE EXCURSION—PERFECTLY TIMED FOR YOUR CRUISE. Don't risk your port day on public transit or packed mass-tour buses. Join Bermuda’s award-winning operator …More

4.9 (1,559)

Bermuda Cruise Shore Excursion: Full Island Tour from Dockyard

THE ULTIMATE BERMUDA SHORE EXCURSION—PERFECTLY TIMED FOR YOUR CRUISE. Don't risk your port day on public transit or packed mass-tour buses. Join Bermuda’s award-winning operator...

5 hours Free Cancellation

4.9 (1,559)

from
$80

Culebra Snorkel with Turtles & Flamenco Beach Adventure by Ferry

Discover Culebra Island on a full-day snorkeling and beach adventure with round-trip ferry and island transportation included. Snorkel with sea turtles in the Luis Peña …More

Fajardo, Puerto Rico

4.9 (1,449)

Culebra Snorkel with Turtles & Flamenco Beach Adventure by Ferry

Discover Culebra Island on a full-day snorkeling and beach adventure with round-trip ferry and island transportation included. Snorkel with sea turtles in the Luis Peña...

10 hours Free Cancellation

4.9 (1,449)

from
$146

Savor the Sunset: Old San Juan Walking Food Tour

Rated as one of the top things to do in San Juan, Spoon offers an immersive culinary adventure as the sun sets over San Juan! …More

4.9 (690)

Savor the Sunset: Old San Juan Walking Food Tour

Rated as one of the top things to do in San Juan, Spoon offers an immersive culinary adventure as the sun sets over San Juan!...

3 hours Free Cancellation

4.9 (690)

from
$179

Congrats, you’ve just clicked on one of the top things to do in Curaçao! We're committed to giving you the most beautiful underwater tour and …More

4.9 (1,305)

Aquafari Tour in Curaçao

Congrats, you’ve just clicked on one of the top things to do in Curaçao! We're committed to giving you the most beautiful underwater tour and...

1 hour 15 minutes Free Cancellation

4.9 (1,305)

from
$159

Experience the wild side of Aruba like never before in your own personal UTV 4×4 off-road vehicle! This guided adventure takes you beyond the ordinary …More

Palm - Eagle Beach, Aruba

5.0 (1,822)

Half Day Aruba UTV Adventure Tour

Experience the wild side of Aruba like never before in your own personal UTV 4×4 off-road vehicle! This guided adventure takes you beyond the ordinary...

4 hours Hotel pickup offered Free Cancellation

5.0 (1,822)

from
$235

Aruba Private Open Air Safari Jeep Tour Arikok and Conchi Pool

While on vacation in Aruba, there are numerous hidden gems and sightseeing attractions that tourists can explore. To experience these, an open air Safari Jeep …More

Palm - Eagle Beach, Aruba

5.0 (372)

Aruba Private Open Air Safari Jeep Tour Arikok and Conchi Pool

While on vacation in Aruba, there are numerous hidden gems and sightseeing attractions that tourists can explore. To experience these, an open air Safari Jeep...

3 to 8 hours Hotel pickup offered Free Cancellation

5.0 (372)

from
$56

Island Adventure Harrison's Cave & Monkey Feeding

It’s time for an unforgettable island adventure. Begin your journey at Harrison’s Cave, where you’ll board an electric tram and travel through winding tunnels surrounded …More

Speightstown, Barbados

4.9 (170)

Island Adventure Harrison's Cave & Monkey Feeding

It’s time for an unforgettable island adventure. Begin your journey at Harrison’s Cave, where you’ll board an electric tram and travel through winding tunnels surrounded...

6 hours Hotel pickup offered

4.9 (170)

from
$162

San Juan Nightlife Tour in a Private Can Am UTV Ride and Party

Throughout your adventure, you will see the scene in Old San Juan, Condado, T-Mobile District and La Placita de Santurce known for its bars and …More

4.9 (35)

San Juan Nightlife Tour in a Private Can Am UTV Ride and Party

Throughout your adventure, you will see the scene in Old San Juan, Condado, T-Mobile District and La Placita de Santurce known for its bars and...

2 hours Free Cancellation

4.9 (35)

from
$330

Private V.I.P sightseeing, Shopping and Beach Tour

Tours are now in social distancing format. Tour the island with family or friends with a personal tour guide that will give you all the …More

4.8 (37)

Private V.I.P sightseeing, Shopping and Beach Tour

Tours are now in social distancing format. Tour the island with family or friends with a personal tour guide that will give you all the...

6 hours Hotel pickup offered Free Cancellation

4.8 (37)

from
$500

Come along with us as we travel across the island into Bermuda's one and only Jungle filled with cliff jumping, dry cave explorations and cave …More

4.9 (740)

Bermuda Hidden Gems Summer Excursion

Come along with us as we travel across the island into Bermuda's one and only Jungle filled with cliff jumping, dry cave explorations and cave...

7 hours Free Cancellation

4.9 (740)

from
$203

Punta Cana Hip Hop Party Boat with Open Bar (Adults Only)

Our tour starts at Huracan Beach Club, where you will check in at our oceanfront reception before boarding. Once everyone is on board, the experience …More

Punta Cana, Dominican Republic

4.8 (41)

Punta Cana Hip Hop Party Boat with Open Bar (Adults Only)

Our tour starts at Huracan Beach Club, where you will check in at our oceanfront reception before boarding. Once everyone is on board, the experience...

4 hours Hotel pickup offered Free Cancellation

4.8 (41)

from
$60

Private Half Day Tour in Dominican Republic with Local Guide

Get to know the architecture and customs of Higüey with this excursion from Punta Cana. You will also discover how tobacco is grown by visiting …More

5.0 (52)

Private Half Day Tour in Dominican Republic with Local Guide

Get to know the architecture and customs of Higüey with this excursion from Punta Cana. You will also discover how tobacco is grown by visiting...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (52)

from
$50

Champagne Reef, Bubble Beach and Scotts Head Snorkeling tour by boat in Dominica

This Boat tour is operated by: PH Whale Watch, you will discover the amazing underwater world of Champagne Reef and Scotts Head. Between the two …More

4.9 (69)

Champagne Reef, Bubble Beach and Scotts Head Snorkeling tour by boat in Dominica

This Boat tour is operated by: PH Whale Watch, you will discover the amazing underwater world of Champagne Reef and Scotts Head. Between the two...

3 hours Free Cancellation

4.9 (69)

from
$89

On our tour, you’ll enjoy a more personal experience, free from the rush of larger group tours. While bigger tours focus on numbers, we prioritise …More

5.0 (217)

St.Kitts Good Times Tour

On our tour, you’ll enjoy a more personal experience, free from the rush of larger group tours. While bigger tours focus on numbers, we prioritise...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (217)

from
$95

Welcome to the most unique and exhilarating tour in Aruba. Picture yourself driving your own trike around the stunning island feeling the warm Caribbean breeze. …More

4.8 (97)

Guided Trikes Tour Around Aruba Island

Welcome to the most unique and exhilarating tour in Aruba. Picture yourself driving your own trike around the stunning island feeling the warm Caribbean breeze....

180 to 185 minutes Hotel pickup offered Free Cancellation

4.8 (97)

from
$95

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Luxury & Special Occasions?

What are the best kid-friendly options for Caribbean Luxury & Special Occasions Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Luxury & Special Occasions are:

View all kid-friendly Tours →

Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Which Caribbean Luxury & Special Occasions have Free Cancellation?

Caribbean Luxury & Special Occasions with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Luxury & Special Occasions have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?