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 Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club 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 Day Private Boat Charter to the British Virgin Island

Embark on a BVI adventure with Carpe Diem Charters, your powerboat passport to paradise. Cruise turquoise waters, uncover hidden coves, and relish unforgettable moments. With …More

5.0 (58)

Full Day Private Boat Charter to the British Virgin Island

Embark on a BVI adventure with Carpe Diem Charters, your powerboat passport to paradise. Cruise turquoise waters, uncover hidden coves, and relish unforgettable moments. With...

8 hours Free Cancellation

5.0 (58)

from
$1,700

Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)

The Virgin Islands are the sailing capital of the world!! Sail with us from St. Thomas to the exotic island of Jost Van Dyke. This …More

5.0 (190)

Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)

The Virgin Islands are the sailing capital of the world!! Sail with us from St. Thomas to the exotic island of Jost Van Dyke. This...

8 hours

5.0 (190)

from
$375

Bio Bay Night Kayak Tour with Transport from San Juan

Bring a little excitement to your vacation with our night kayaking tour in the Bio Bay of Laguna Grande Reserve in Fajardo. The Bio Bay …More

Luquillo, Puerto Rico

4.4 (134)

Bio Bay Night Kayak Tour with Transport from San Juan

Bring a little excitement to your vacation with our night kayaking tour in the Bio Bay of Laguna Grande Reserve in Fajardo. The Bio Bay...

4 hours Hotel pickup offered Free Cancellation

4.4 (134)

from
$125

1-Hour Guided Jet Ski Tour in St. Thomas from Frenchman's Reef

Join us for an hour-long guided jet ski tour on the beautiful waters of the Virgin Islands. Feel the power of driving your personal jet …More

4.6 (66)

1-Hour Guided Jet Ski Tour in St. Thomas from Frenchman's Reef

Join us for an hour-long guided jet ski tour on the beautiful waters of the Virgin Islands. Feel the power of driving your personal jet...

1 hour Free Cancellation

4.6 (66)

from
$159

Guests can experience a one of a kind photoshoot with our unique and beautiful clear kayak….with these we can create unimaginable photos for each guest …More

4.5 (72)

Clear Kayak Drone Photoshoot

Guests can experience a one of a kind photoshoot with our unique and beautiful clear kayak….with these we can create unimaginable photos for each guest...

30 to 55 minutes Free Cancellation

4.5 (72)

from
$136

Day Trip to Santo Domingo from Punta Cana

During the tour we will do in Santo Domingo, we will visit the main monuments and historical places of our country, so that you can …More

Punta Cana, Dominican Republic

3.7 (534)

Day Trip to Santo Domingo from Punta Cana

During the tour we will do in Santo Domingo, we will visit the main monuments and historical places of our country, so that you can...

10 hours Hotel pickup offered Free Cancellation

3.7 (534)

from
$55

Punta Cana Boat Party Experience with Snorkeling & Natural Pool

Our Catamaran Party Boat Tour is a MUST when it comes to Punta Cana experiences. This booze cruise takes you along the coast of Bavaro …More

Punta Cana, Dominican Republic

4.7 (71)

Punta Cana Boat Party Experience with Snorkeling & Natural Pool

Our Catamaran Party Boat Tour is a MUST when it comes to Punta Cana experiences. This booze cruise takes you along the coast of Bavaro...

3 hours Hotel pickup offered Free Cancellation

4.7 (71)

from
$55

Elegance Catamaran turtles swim and lunch cruise

Sail from Bridgetown with just a maximum of 12 guests aboard a 41ft Lagoon Catamaran for a 5 hr lunch cruise with 3 crew members …More

5.0 (388)

Elegance Catamaran turtles swim and lunch cruise

Sail from Bridgetown with just a maximum of 12 guests aboard a 41ft Lagoon Catamaran for a 5 hr lunch cruise with 3 crew members...

5 hours Hotel pickup offered

5.0 (388)

from
$165

Montego Bay: Bamboo Beach Club with Lunch and Cocktails

Enjoy clear blue water and reggae-style hospitality at Bamboo Beach Club! Board your air-conditioned bus for an approximate 35 min drive to this private beach …More

Montego Bay, Jamaica

4.7 (96)

Montego Bay: Bamboo Beach Club with Lunch and Cocktails

Enjoy clear blue water and reggae-style hospitality at Bamboo Beach Club! Board your air-conditioned bus for an approximate 35 min drive to this private beach...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (96)

from
$69

Experience for families and friends by private boat with pick-up

Spend the best experience for you and your family at sea in Punta Cana aboard the Miss Joma catamaran, animated by a staff that will …More

Punta Cana, Dominican Republic

5.0 (17)

Experience for families and friends by private boat with pick-up

Spend the best experience for you and your family at sea in Punta Cana aboard the Miss Joma catamaran, animated by a staff that will...

3 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$695

Catamaran Day Trip, Snorkeling & Sailing Excursion

Spend a beautiful day on the ocean sailing along the coast line. Visit two snorkeling spots and enjoy lunch and open bar on board. …More

Cabarete, Dominican Republic

4.7 (127)

Catamaran Day Trip, Snorkeling & Sailing Excursion

Spend a beautiful day on the ocean sailing along the coast line. Visit two snorkeling spots and enjoy lunch and open bar on board....

6 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (127)

from
$84

Private E-Bike Adventure in the Cayman Islands

Explore the beautiful Cayman Islands in your own private group, we will leave our store location on our high-end E-bikes and explore the West Bay …More

Grand Cayman, Cayman Islands

4.8 (19)

Private E-Bike Adventure in the Cayman Islands

Explore the beautiful Cayman Islands in your own private group, we will leave our store location on our high-end E-bikes and explore the West Bay...

2 to 3 hours Free Cancellation

4.8 (19)

from
$800

Extreme Boogie Tour in Punta Cana, Macao Beach and Cenote

Live a unique experience in Punta Cana! The excursions in Macau are one of the most popular in Punta Cana, this experience is an unforgettable …More

Punta Cana, Dominican Republic

4.2 (110)

Extreme Boogie Tour in Punta Cana, Macao Beach and Cenote

Live a unique experience in Punta Cana! The excursions in Macau are one of the most popular in Punta Cana, this experience is an unforgettable...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.2 (110)

from
$29

Punta Cana Buggy Adventure with Cenote Swim and Chocolate

Venture off-road and discover the wild landscapes around Punta Cana on this half-day buggy tour. Take the wheel and drive your own buggy through the …More

Punta Cana, Dominican Republic

4.8 (77)

Punta Cana Buggy Adventure with Cenote Swim and Chocolate

Venture off-road and discover the wild landscapes around Punta Cana on this half-day buggy tour. Take the wheel and drive your own buggy through the...

4 hours Hotel pickup offered Free Cancellation

4.8 (77)

from
$36

Aruba Hidden Secret Sea Glass Island Kayak Tour When looking for the ultimate Aruba adventure, Sea Glass Island is one of those hidden tourist gems …More

Paradera, Aruba

4.7 (60)

Sunset Sea Glass Island Kayak Tour

Aruba Hidden Secret Sea Glass Island Kayak Tour When looking for the ultimate Aruba adventure, Sea Glass Island is one of those hidden tourist gems...

120 to 150 minutes Free Cancellation

4.7 (60)

from
$115

Discover the unparalleled beauty of Soufriere, Saint Lucia, through an enriching and diverse experience that combines the wonders of nature, relaxation, and adventure. Destinations: Tet …More

Anse La Raye, St Lucia

4.7 (93)

Soufriere Mud Baths and Waterfall Tour

Discover the unparalleled beauty of Soufriere, Saint Lucia, through an enriching and diverse experience that combines the wonders of nature, relaxation, and adventure. Destinations: Tet...

1 to 5 hours Hotel pickup offered Free Cancellation

4.7 (93)

from
$160

St.Martin-St.Maarten: Small Group, Art Tour - Visit Our Artists

The St Martin Art Tour departs at 9 am. The tour takes 4 hours and will go around the entire island passing through both the …More

4.8 (18)

St.Martin-St.Maarten: Small Group, Art Tour - Visit Our Artists

The St Martin Art Tour departs at 9 am. The tour takes 4 hours and will go around the entire island passing through both the...

4 hours Free Cancellation

4.8 (18)

from
$89

Semi-Private Twilight Glow Electric Bike Tour Downtown Oranjestad

Discover Aruba's capital at its most beautiful hour on this award-winning semi-private electric bike tour. Beat the heat and experience Aruba like never before on …More

5.0 (16)

Semi-Private Twilight Glow Electric Bike Tour Downtown Oranjestad

Discover Aruba's capital at its most beautiful hour on this award-winning semi-private electric bike tour. Beat the heat and experience Aruba like never before on...

2 to 3 hours Free Cancellation

5.0 (16)

from
$85

St.Kitts and Nevis' Liamuiga Coffee Farm - Full Experience

We don't just invite you to discover St. Kitts and Nevis' only coffee farm. We invite you to feel the soul of the island, 1,542 …More

5.0 (244)

St.Kitts and Nevis' Liamuiga Coffee Farm - Full Experience

We don't just invite you to discover St. Kitts and Nevis' only coffee farm. We invite you to feel the soul of the island, 1,542...

4 hours 30 minutes Free Cancellation

5.0 (244)

from
$161

Bermuda Food Tour: Eat, Drink and Explore

Sample the best of the city of Hamilton...Enjoy this 3 hour, mile-and-a half walking food tour, taking in one site and one delicious bite at …More

4.9 (465)

Bermuda Food Tour: Eat, Drink and Explore

Sample the best of the city of Hamilton...Enjoy this 3 hour, mile-and-a half walking food tour, taking in one site and one delicious bite at...

3 hours

4.9 (465)

from
$134

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?