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 Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour San Juan Sunset Harbor Boat Ride 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 →

Full Island ATV-UTV Guided Tour in Dutch and French St. Maarten

What truly sets Adventure Island Tours apart is our unwavering commitment to providing a unique and unforgettable island experience. Our guided ATV and UTV tours, …More

4.9 (105)

Full Island ATV-UTV Guided Tour in Dutch and French St. Maarten

What truly sets Adventure Island Tours apart is our unwavering commitment to providing a unique and unforgettable island experience. Our guided ATV and UTV tours,...

4 hours 15 minutes Free Cancellation

4.9 (105)

from
$125

Santo Domingo Full Day Tour From Punta Cana with Lunch & Cenote

Embark on a day trip to Santo Domingo, the historic capital of the Dominican Republic, with convenient round-trip transportation from Punta Cana. Perfect for families …More

Punta Cana, Dominican Republic

4.6 (166)

Santo Domingo Full Day Tour From Punta Cana with Lunch & Cenote

Embark on a day trip to Santo Domingo, the historic capital of the Dominican Republic, with convenient round-trip transportation from Punta Cana. Perfect for families...

12 hours Hotel pickup offered Free Cancellation

4.6 (166)

from
$60

Explore and learn about the serene mangrove habitats, nursery grounds, the iguana sanctuary, marine life, birds and coastal ecology. We provide a fun, unique experience …More

4.7 (105)

Mangroves Kayak Tour

Explore and learn about the serene mangrove habitats, nursery grounds, the iguana sanctuary, marine life, birds and coastal ecology. We provide a fun, unique experience...

2 hours Free Cancellation

4.7 (105)

from
$100

Ready for the adventure of a lifetime? Hop into our luxurious jeep and uncover Curaçao’s hidden gems! Navigate the wild terrain of Bandabou, accessible only …More

Willemstad, Curacao

4.9 (165)

West Island & Beach Safari

Ready for the adventure of a lifetime? Hop into our luxurious jeep and uncover Curaçao’s hidden gems! Navigate the wild terrain of Bandabou, accessible only...

7 hours Hotel pickup offered Free Cancellation

4.9 (165)

from
$122

Explore Montego Bay Jamaica to Negril Beach & Ricks Cafe Sunset

Take a relaxing trip to Negril, enjoying the beautiful serene beaches, laid back atmosphere ,breath taking cliffs and enjoy the sunset at Rick's Cafe. If …More

Lucea, Jamaica

5.0 (102)

Explore Montego Bay Jamaica to Negril Beach & Ricks Cafe Sunset

Take a relaxing trip to Negril, enjoying the beautiful serene beaches, laid back atmosphere ,breath taking cliffs and enjoy the sunset at Rick's Cafe. If...

7 to 9 hours Hotel pickup offered Free Cancellation

5.0 (102)

from
$122

Damajagua Waterfalls Adventure from Puerto Plata

Get ready for the thrill of a lifetime! Nestled in the hills of the Northern Corridor of Dominican Republic lies a treasure you won’t likely …More

Cabarete, Dominican Republic

4.8 (120)

Damajagua Waterfalls Adventure from Puerto Plata

Get ready for the thrill of a lifetime! Nestled in the hills of the Northern Corridor of Dominican Republic lies a treasure you won’t likely...

7 hours Hotel pickup offered Free Cancellation

4.8 (120)

from
$77

Curacao City Tour with Shopping, Beach Time & Local Guide

Explore the best of Curacao in just one memorable half-day! This expertly guided tour combines Willemstad’s rich history and vibrant culture, local shopping, and relaxing …More

4.5 (68)

Curacao City Tour with Shopping, Beach Time & Local Guide

Explore the best of Curacao in just one memorable half-day! This expertly guided tour combines Willemstad’s rich history and vibrant culture, local shopping, and relaxing...

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.5 (68)

from
$69

Get away from a crowded bus and join this 6pack tour. This tour would have a minimum of 6 people to a maximum of 10 …More

4.8 (81)

St. Maarten 6 Pack Island Tour

Get away from a crowded bus and join this 6pack tour. This tour would have a minimum of 6 people to a maximum of 10...

5 hours Free Cancellation

4.8 (81)

from
$62

As the sunsets over Providenciales, where would you like to be? How about cruising the crystal clear waters of Turks and Caicos on a power …More

4.9 (48)

Private Sunset Cruise in Grace Bay

As the sunsets over Providenciales, where would you like to be? How about cruising the crystal clear waters of Turks and Caicos on a power...

2 hours Free Cancellation

4.9 (48)

from
$1,600

Saona Island Tour in Punta Cana with lunch included

We offer you the top attraction near Saona Island , which is the Natural Pool, a shallow sandbar located in the middle of the Caribbean …More

Punta Cana, Dominican Republic

4.8 (170)

Saona Island Tour in Punta Cana with lunch included

We offer you the top attraction near Saona Island , which is the Natural Pool, a shallow sandbar located in the middle of the Caribbean...

10 hours Free Cancellation

4.8 (170)

from
$95

There is no better way to enjoy your visit to the island than being in charge of your own time and not being crammed into …More

5.0 (102)

Island Buggy Excursions

There is no better way to enjoy your visit to the island than being in charge of your own time and not being crammed into...

1 to 8 hours Free Cancellation

5.0 (102)

from
$499

Land & Sea Adventure to Soufriere/Snorkelling/Mudbath/Lunch

Experience the best of Saint Lucia by land and sea on a private adventure exclusively for your group. Cruise the spectacular west coast through Marigot …More

Marigot Bay, St Lucia

5.0 (110)

Land & Sea Adventure to Soufriere/Snorkelling/Mudbath/Lunch

Experience the best of Saint Lucia by land and sea on a private adventure exclusively for your group. Cruise the spectacular west coast through Marigot...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (110)

from
$130

Guided Puerto Plata City Tour – Fortress, Rum & Umbrella Street

This isn’t just a drive around Puerto Plata—it’s a personalized introduction to the city, its history and culture with a local guide. Explore iconic landmarks …More

Puerto Plata, Dominican Republic

4.8 (164)

Guided Puerto Plata City Tour – Fortress, Rum & Umbrella Street

This isn’t just a drive around Puerto Plata—it’s a personalized introduction to the city, its history and culture with a local guide. Explore iconic landmarks...

4 hours Hotel pickup offered Free Cancellation

4.8 (164)

from
$45

Step into a world of wonder and excitement at Monkey Mania in beautiful Puerto Plata! This extraordinary experience invites you into the heart of nature, …More

Puerto Plata, Dominican Republic

4.9 (179)

Monkey Mania Puerto Plata

Step into a world of wonder and excitement at Monkey Mania in beautiful Puerto Plata! This extraordinary experience invites you into the heart of nature,...

2 to 3 hours Hotel pickup offered Free Cancellation

4.9 (179)

from
$71

"Discover the hidden gems and unforgettable stories of Puerto Plata on this one-of-a-kind tour! Whether you're a history buff, a culture enthusiast, or just looking …More

Puerto Plata, Dominican Republic

5.0 (118)

Guided Puerto Plata City Tour

"Discover the hidden gems and unforgettable stories of Puerto Plata on this one-of-a-kind tour! Whether you're a history buff, a culture enthusiast, or just looking...

4 hours Free Cancellation

5.0 (118)

from
$47

Explore the stunning beaches of St. Kitts on this beach-hopping excursion. Start with breathtaking views from Timothy Hill Lookout before diving into the clear waters …More

4.9 (90)

Ken's Beach Hopping Excursion

Explore the stunning beaches of St. Kitts on this beach-hopping excursion. Start with breathtaking views from Timothy Hill Lookout before diving into the clear waters...

5 hours Hotel pickup offered Free Cancellation

4.9 (90)

from
$86

4-Stop Stingray, Snorkel, Star Fish & 7 Mile Beach (Family Owned)

Visit Stingray City — one of the Cayman Islands’ top attractions — on this 3 hour morning or afternoon tour. Accessible only by boat or …More

Grand Cayman, Cayman Islands

4.6 (297)

4-Stop Stingray, Snorkel, Star Fish & 7 Mile Beach (Family Owned)

Visit Stingray City — one of the Cayman Islands’ top attractions — on this 3 hour morning or afternoon tour. Accessible only by boat or...

4 hours 30 minutes Free Cancellation

4.6 (297)

from
$85

Puerto Plata City Tour Amber Cove Taino Bay Hotels

Get ready to immerse in our wonderful city of Puerto Plata. In this tour you will have the opportunity to see the local Dominican life, …More

Puerto Plata, Dominican Republic

5.0 (66)

Puerto Plata City Tour Amber Cove Taino Bay Hotels

Get ready to immerse in our wonderful city of Puerto Plata. In this tour you will have the opportunity to see the local Dominican life,...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (66)

from
$60

ATV Tour Punta Cana – Adventure Through Macau Beach & Cenote

️ Tour in Buggy Punta Cana — Macau Beach, Typical House and Natural Cave ️ Macau Beach One of the most special stops will be …More

Punta Cana, Dominican Republic

4.9 (132)

ATV Tour Punta Cana – Adventure Through Macau Beach & Cenote

️ Tour in Buggy Punta Cana — Macau Beach, Typical House and Natural Cave ️ Macau Beach One of the most special stops will be...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (132)

from
$36

Hip-Hop Boat Adults-Only Party Boat with a Live DJ and Open Bar

Yo! This ain’t your average boat cruise — this is a straight-up HIP HOP TAKEOVER! Welcome to Hip Hop Beats & Beach Vibes, where we …More

Punta Cana, Dominican Republic

4.9 (189)

Hip-Hop Boat Adults-Only Party Boat with a Live DJ and Open Bar

Yo! This ain’t your average boat cruise — this is a straight-up HIP HOP TAKEOVER! Welcome to Hip Hop Beats & Beach Vibes, where we...

3 hours Hotel pickup offered Free Cancellation

4.9 (189)

from
$69

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?